| 888316-09-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• CAS: 888316-09-4
• 化学式: C₁₁H₁₆O₄
• 分子量: 212.246
• InChiKey: DPEACQSCXDKNIR-OZRKRLJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.42
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  、 对氯苯胺 在 indium (III) iodide 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 [(1R,9R,10R,11S)-4-chloro-11-methyl-12-oxa-8-azatricyclo[7.3.1.02,7]trideca-2(7),3,5-trien-10-yl] acetate 、 (2S,3R,4S,6S)-8-chloro-4-methyl-1,3,4,6-tetrahydro-2H-2,6-methanobenzo[c][1,5]oxazocin-3-yl acetate
  参考文献：
  名称：

  InBr3-catalyzed cyclization of glycosides with arylamines

  摘要：

  Glycals have served as excellent substrates in the glycosidation reactions with arylamines to construct both C-C and C-N linkages simultaneously. However, the high reactivity and moisture/alcohol-sensitivity is also responsible for several side reactions. Herein we reported that 2,3-unsaturated glycosides can be used as alternatives of glycals to take part in the corresponding glycosidation as well. Therefore, with 10% of InBr3 or InI3 as the catalyst, 2,3-unsaturated glycosides containing various C-1 alkoxy groups reacted with arylamines smoothly and produced the glycosidation products in moderate to good yields as a pair of diastereomers with variant diastereoselectivity. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.116